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Chicago is a pretty classic city. Not classic like London, with its tailoring trade and aristocratic propriety. And not like Florence, where every cobblestone and sport coat is imbued with history and tradition. It’s classic in a way that’s equal parts rugged Americana and serious business.
At the turn of the twentieth century, Chicago was at the heart of the American garment trade, and more specifically, the American ready-to-wear menswear explosion. It was not long ago that men switched over to ready made clothes, and Chicago was a catalyst for that switch—urban legends claim one in three garments in the U.S. passed through Chicago.
But Chicago’s history doesn’t weigh it down. Horween Leather (founded 1905) and Oxxford Clothes (1906) sit alongside newcomers like Haberdash and Optimo Hats. Chicago’s merchants seem to share a passion...
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